5-Bedroom Homes for Sale in Chicago, IL

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  /14

  $649,900

  • 6 Beds
  • 3 Baths

  3322 W Pensacola Ave, Chicago, IL 60618

  Spacious 2 unit Building, each unit features: Living Room, Formal Dinning Room, 2 Bedrooms and a enclosed Sun Room. Hardwood Flooring and woodwork through-out. Garden unit in the basement with ceramic and tiled flooring. Enjoy the large side entrance leading to a Brick 2 car Garage. Property is being sold "As Is".

  Ricardo Mendoza Heart of Chicago Real Estate

  3322 W Pensacola Ave, Chicago, IL 60618
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  /79

  $1,750,000

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  4752 N Beacon St, Chicago, IL 60640

  Built in 1887 as a country estate, the exquisite Second Empire Style home is set on a magnificent oversized lot equivalent to more than 3 standard city lots. It offers bright, sophisticated living space, beautifully landscaped outdoor space that includes a large patio with outdoor fireplace and built-in grill, and a 4-car garage with climate controlled bonus room ideal for office, exercise room,

  Peter Moore Baird & Warner

  4752 N Beacon St, Chicago, IL 60640
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  /25

  $975,000

  • 5 Beds
  • 3 Baths

  2232 W Homer St, Chicago, IL 60647

  All-brick two-flat building featuring a studio garden unit and a two-car garage located in a prime Bucktown neighborhood on a quiet, residential one-way street, it's just east of Western Avenue and south of Armitage. This property offers an excellent investment opportunity now, with the potential to convert it into a single-family home in the future. Situated within the Pulaski International

  Matt Laricy Americorp, Ltd

  2232 W Homer St, Chicago, IL 60647
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  /18

  $1,499,000

  • 9 Beds
  • 8 Baths

  3751 N Clifton Ave, Chicago, IL 60613

  2 Buildings one Lot! Attention investors, Developers, and live in owners this is a great opportunity to own a Wrigleyville Greystone three-flat plus a duplexed coach house on the same lot. Just 1/2 block from Wrigley Field, steps from shops, restaurants and transportation. Large sunny vintage units in the three-flat include original hardwood floors, built-in hutches, dining room and family

  Tamara Verdin Prello Realty

  3751 N Clifton Ave, Chicago, IL 60613
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  /27

  $419,900

  • 6 Beds
  • 2 Baths

  5631 S Throop St, Chicago, IL 60636

  This amazing property includes the full size buildable vacant lot next to the building adding another 2,546 sq feet of land! The vacant lot (5629 s Throop) has separate PIN and is titled separately leaving the opportunity to be easily sold off for development in the future. There is also an extremely low property tax bill which adds value and puts extra money into your pocket each year. This

  Spiro Georgelos Standard Properties Group LLC

  5631 S Throop St, Chicago, IL 60636
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  /39

  $799,900

  • 8 Beds
  • 7 Baths

  6527 S Drexel Ave, Chicago, IL 60637

  Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

  Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

  6527 S Drexel Ave, Chicago, IL 60637
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  /12

  $720,000

  • 9 Beds
  • 3 Baths

  2120 W Cullerton St, Chicago, IL 60608

  There is an assumable loan at a rate of 3.125 with a maturity date in July of 2051 for a new buyer to take advantage of. This striking red brick three-unit building underwent a full gut renovation in 2018, completed with permits and attention to every detail. Modern upgrades include central air conditioning, new plumbing and electrical systems, fully redesigned kitchens and bathrooms with

  Angelo Labriola Sperry Van Ness

  2120 W Cullerton St, Chicago, IL 60608
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  /18

  $445,000

  • 7 Beds
  • 4 Baths

  4233 S California Ave, Chicago, IL 60632

  GREAT OPPORTUNITY TO OWN THIS BRICK MULTI-UNIT IS IN THE HEART OF BRIGHTON PARK COMMUNITY. THE BUILDING HAS 3 BEDROOMS, LIVING ROOM, DININGROOM, 2 BATHS AND A PORCH ON THE FIRST FLOOR, 2ND UNIT HAS 3 BEDROOMS, LIVING ROOM, DINING ROOM, KITCHEN AND A BATH WITH A PORCH. BOTH UNITS HAVE A C/A CONDITION AND FORCE HEAT. FULL FINISHED BASEMENT WITH A BATH, 1 BED, AND FAMILY ROOM FOR EXTRA SPACE. ALSO

  Gloria Ulloa RE/MAX 1st Service

  4233 S California Ave, Chicago, IL 60632
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  /21

  $342,499

  • 6 Beds
  • 2 Baths

  5733 S Morgan St, Chicago, IL 60621

  Investor Alert! Turnkey 2-Flat with Huge Value-Add Potential in Booming Englewood! Seize the opportunity to own this all-brick, cash-flowing two-unit building in one of Chicago's hottest emerging markets! Both units offer oversized living rooms, separate dining rooms, and three spacious bedrooms - prime layouts that tenants love. Brick 2-flat features separate forced air heating and separate A/C

  Pierre Mason Century 21 IMPACT

  5733 S Morgan St, Chicago, IL 60621
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  /23

  $339,999

  • 6 Beds
  • 2 Baths

  7223 S Union Ave, Chicago, IL 60621

  Move right into one unit and start collecting rent from the others immediately! This property features separate forced air heating and separate A/C units with security gate entry/exit doors, spacious rooms, formal dining areas, and beautiful hardwood floors throughout. Property also boasts brand-new front and rear porches, a newly fenced backyard, gated front yard, gazebo, and a brand-new car

  Pierre Mason Century 21 IMPACT

  7223 S Union Ave, Chicago, IL 60621
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  /26

  $309,900

  • 5 Beds
  • 2 Baths

  6401 S Laflin St, Chicago, IL 60636

  Charming 2-flat in fast growing Englewood on a corner lot. Income potential ready to go! This solid brick 2 Flat is full of opportunity! Featuring a new built garage and updated essentials, the property is nearly move-in ready and waiting for your finishing touches. Ideal for a new family you could live in one Unit and generate income from your other Unit.

  Silvia Sanchez Right Realty Group

  6401 S Laflin St, Chicago, IL 60636
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  /18

  $405,000 Open Sun 12PM - 3PM

  • 5 Beds
  • 2 Baths

  6602 S Marquette Rd, Chicago, IL 60637

  Newly Updated 2-unit Greystone in the West Woodlawn Area- Incredible deal for any investor. Whether you keep it as a rental investment or live in one and rent the other, this is a deal worth catching. Each Unit offers bright layouts with ample space and updated finishes. Don't take my word, come check for yourself.

  Lisa Vlk Realty of America, LLC

  6602 S Marquette Rd, Chicago, IL 60637
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  /8

  $285,000

  • 6 Beds
  • 2 Baths

  7542 S Peoria St, Chicago, IL 60620

  2-Flat Investment Opportunity in Greater Grand Crossing! Investor-ready and fully occupied! This well-maintained 2-flat multi-family property features two spacious 3-bedroom, 1-bath units-each offering a large living room, functional kitchen with pantry, and private back porch. Both units are occupied by long-term tenants, including participation in the CHA subsidy program, providing consistent

  Cristina Rincon Marblestone Property Group LLC

  7542 S Peoria St, Chicago, IL 60620
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  /13

  $124,000

  • 6 Beds
  • 2 Baths

  334 N Avers Ave, Chicago, IL 60624

  Investors, this is the perfect rehab! Take your creative talents and customize this 2-unit with basement to how your vision see fit. 6 bed 2 bath could possibly fit 2 to 3 more bedrooms in the building. Conveniently located 2 minutes from the magnificent Garfield Park Conservatory; if you love walking & biking 10 minutes from The 606 biking trail. Sporting events & concerts, literally 10 minutes

  Dwight Sims Hunter's Realty, Inc.

  334 N Avers Ave, Chicago, IL 60624
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  /40

  $1,450,000

  • 9 Beds
  • 8 Baths

  1542 W Wabansia Ave, Chicago, IL 60642

  Huge 4 unit building in the heart of Bucktown and Wicker Park. Great investment property to collect rent and live in one unit. Remodeled in 2001 all units have open floor plan for kitchen and dining room area with hardwood floors throughout with central a/c and washer/dryer hook up. Each unit has two bedroom and two bath except top floor which has three bedrooms and two bath. Brick 4 car

  Juan Villarreal RE/MAX Partners

  1542 W Wabansia Ave, Chicago, IL 60642
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  /37

  $2,950,000

  • 8 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  4923 S Greenwood Ave, Chicago, IL 60615

  Characterized by its distinctive crow-stepped gable, this distinguished house is situated in the heart of the historic Kenwood community. The picturesque property was constructed in 1896 for Edith and Laurence Carton, and its overall scheme and exceptional detailing were conceived by the talented architect William Otis. A protege of renowned architect William LeBaron Jenney, and educated at the

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  4923 S Greenwood Ave, Chicago, IL 60615
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  /36

  $1,380,000

  • 8 Beds
  • 6 Baths

  2554 W Augusta Blvd, Chicago, IL 60622

  Incredible investment opportunity in hot UK Village! Fully renovated 3 unit all brick multi-family on extra wide 37x125 lot. All units are TURN KEY. The building was completely renovated with condo quality finishes throughout in 2006. All units feature in-unit laundry, individual heat & central A/C, hardwood flooring, maple cabinets, granite counters, stainless steel appliances, crown molding

  Stephanie Pagone Compass

  2554 W Augusta Blvd, Chicago, IL 60622
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  /50

  $4,200,000

  • 5 Beds
  • 5 Baths
  • 8,600 Sq Ft

  1804 N Leavitt St, Chicago, IL 60647

  *FOR FULL PHOTO GALLERY (100+ PICS), VISIT THE VIRTUAL TOUR LINK ABOVE* // Welcome to Leavitt House - a hidden gem of architectural brilliance nestled in the heart of Bucktown. Situated on a rare corner lot adjacent to the 606 Trail, this extraordinary single-family residence spans nearly 9,000 square feet and is unlike anything else in the city. Originally a warehouse, this four-level home

  Jill Silverstein Compass

  1804 N Leavitt St, Chicago, IL 60647
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  /74

  $3,000,000

  • 7 Beds
  • 7 Baths
  • 6,000 Sq Ft

  3735 N Greenview Ave, Chicago, IL 60613

  An unbelievable and unmissable opportunity to purchase the 1st resale of this exquisite all brick single family home! Developed by the renowned and respected ' Savane Design & Build ' properties. Located in the sought-after Southport Corridor & Blaine School district on Greenview Ave. This stunning home, approx. 6000 sqft sits on an extra wide 30 x 125 ft lot. This gracious, beautiful and

  Michael Kearney Berkshire Hathaway HomeServices Chicago

  3735 N Greenview Ave, Chicago, IL 60613
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  /30

  $1,219,900

  • 6 Beds
  • 5 Baths

  1720 N Ashland Ave, Chicago, IL 60622

  Enormous duplex units available for owner occupancy, each over 2,400 SF of interior space; even larger when including the outdoor decks. First floor duplex down is a 3 bed / 3 bath unit and the top floor duplex up is a 3 bed / 2 bath. Both units feature unique amenities including a shared roof top deck, fireplace in top floor unit, rear entry two-car garage, and large bedrooms and bathrooms.

  Philip Leigh Essex 312, LLC

  1720 N Ashland Ave, Chicago, IL 60622
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  /9

  $2,100,000

  • 9 Beds
  • 8 Baths

  1625 N Halsted St, Chicago, IL 60614

  Located at 1625 N Halsted, this 4 unit, 8,174 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1625 N Halsted St, Chicago, IL 60614
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  /48

  $4,850,000

  • 7 Beds
  • 8 Baths
  • 7,000 Sq Ft

  2015 N Dayton St, Chicago, IL 60614

  A truly special offering - a 7,000 SF single-family home on a 33' wide lot just off coveted Dayton and Armitage with 4 bedrooms on the 2nd floor and an attached 3 car heated garage. The timeless brick and limestone facade is accented by professional landscaping with mature trees along the parkway for a dramatic first impression. You enter a gracious foyer that leads to the formal living room with

  Ryan Preuett Jameson Sotheby's Intl Realty

  2015 N Dayton St, Chicago, IL 60614
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  /21

  $94,000

  • 5 Beds
  • 2 Baths
  • 2,300 Sq Ft

  11920 S Calumet Ave, Chicago, IL 60628

  Incredible investment opportunity, 2 houses for the price of one, plus a 3-car garage on 2 oversized lots, houses need complete renovation, properties are selling around the area 230,000 or more

  Ernesto Camarillo Century 21 Universal

  11920 S Calumet Ave, Chicago, IL 60628
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  /9

  $1,700,000

  • 6 Beds
  • 7 Baths

  1623 N Halsted St, Chicago, IL 60614

  Located at 1623 N Halsted, this 3 unit, 5,388 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1623 N Halsted St, Chicago, IL 60614
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  /32

  $490,000

  • 16 Beds
  • 8 Baths

  5815 S May St, Chicago, IL 60621

  16 bedroon 1.1 baths each. 5815 it's perfect for the own occupant. You will acquire 1 PIN 4 townhomes. This opportunity is not for the savvy investor but the smart investor because numbers make since. Sitting on 6 oversized Chicago lots. 1 unit vacant Needs some work.. Generating over 6,000 a month these long term tenants pay all utilities. Each unit also features washer dryer hook ups. Good

  Tasha Jarrett Oak Realty of Chicago,Inc

  5815 S May St, Chicago, IL 60621
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  /34

  $2,099,000

  • 5 Beds
  • 3.5 Baths

  1719 N Fremont St, Chicago, IL 60614

  Welcome to this wonderful and impeccably maintained solid brick Lincoln Park Single Family home, featuring a super spacious, functional floorplan, and wonderful outdoor space. The main level features the amazing living space - with a gracious front living room, with beautiful Oak hardwood flooring, amazing light and a feature wood burning (or gas) fireplace The large separate dining room, in the

  Sam Jenkins Jameson Sotheby's Intl Realty

  1719 N Fremont St, Chicago, IL 60614
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  /22

  $368,500

  • 5 Beds
  • 2 Baths

  3833 W Arthington St, Chicago, IL 60624

  Fully rehabbed in 2018, this solid brick 2-flat offers a turnkey opportunity for investors or live-in owners. The building features a 3 bed / 1 bath unit and a 2 bed / 1 bath unit, both with updated finishes and spacious layouts. Shared laundry is located in the basement. Major systems-including roof, plumbing, electrical, and HVAC-were all replaced in 2018, minimizing future capital

  William Fisher Compass

  3833 W Arthington St, Chicago, IL 60624
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  /35

  $569,000

  • 5 Beds
  • 3 Baths

  3323 N Central Park Ave, Chicago, IL 60618

  Welcome to this unique two-unit rarely available in the in vibrant, thriving neighborhood of Avondale! Perfect for an investor or someone looking to house hack!! Both units offer two bedrooms and a beautiful kitchen. Finished attic offers and additional bedroom and bathroom. All units have access to the laundry room. Enjoy outdoor living in your private, fenced backyard, ideal for summer

  Monica Gutierrez RE/MAX 10

  3323 N Central Park Ave, Chicago, IL 60618
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  /45

  $675,000

  • 5 Beds
  • 2.5 Baths
  • 4,500 Sq Ft

  4540 S Prairie Ave, Chicago, IL 60653

  This historic Bronzeville Redstone Mansion, rehab 2020, 4500 sw. ft. offers 5 bedrooms on the 2nd level 2.5 baths, newer kitchen with breakfast bar & spacious island, granite counter tops, all stainless steel appliances stay, newer windows, roof, 2 furnaces, 2 a/c units, hardwood floors thru-out, 3 wood burning fireplaces in Living room, Family room & Master bedroom. Enclosed sunroom, deck.

  Mireya Rogoz-Bedore RE/MAX 10

  4540 S Prairie Ave, Chicago, IL 60653
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  /51

  $1,250,000

  • 7 Beds
  • 5 Baths

  3137 N Hoyne Ave, Chicago, IL 60618

  Discover an outstanding investment opportunity or live-in owner setup with this beautifully maintained multi-unit property located in the highly desirable Roscoe Village neighborhood. The property includes a 4-unit front building and a fully rehabbed coach house in the rear, plus a heated 2-car garage for added tenant appeal and value. Each unit features hardwood floors, updated kitchens/baths,

  Nicoll Garry Kale Realty

  3137 N Hoyne Ave, Chicago, IL 60618
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  /11

  $299,999

  • 6 Beds
  • 2 Baths

  10730 S Wentworth Ave, Chicago, IL 60628

  Come and see you new home today! This fully rehabbed 2 flat features new kitchens with granite counter tops and stainless steel appliances and all new bathrooms feature sparkling white tubs and matching sparkling white marble tile throughout. Each unit has three carpeted bedrooms for added comfort and privacy. So you can live on one floor and have your tenant live on the other floor in style and

  EFREM LAMBERT Anchor Realty Group, Inc

  10730 S Wentworth Ave, Chicago, IL 60628
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  /28

  $995,000

  • 8 Beds
  • 5 Baths

  3044 N Kolmar Ave, Chicago, IL 60641

  Desirable All-Brick 3-Unit Building on Oversized Lot in prime boulevard location. Don't miss this rare opportunity to own a solid, all-brick 3-unit building situated on a humongous lot along a picturesque, tree-lined boulevard. This well-maintained property offers exceptional value with separate utilities and individual laundry connections for each unit-perfect for owner-occupants or savvy

  Stan Sierotnik Century 21 Circle

  3044 N Kolmar Ave, Chicago, IL 60641
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  /63

  $459,900

  • 6 Beds
  • 4 Baths
  • 1,970 Sq Ft

  822 N Lockwood Ave, Chicago, IL 60651

  STEP INTO THIS STUNNING FULLY REHABBED 6-BEDROOM, 4-BATH HOME WHERE MODERN DESIGN MEETS COMFORTABLE LIVING. THE CHEF'S KITCHEN IS A SHOWSTOPPER, FEATURING SLEEK TWO-TONE CABINETRY, QUARTZ COUNTERTOPS, A LARGE ISLAND, HIGH-END STAINLESS-STEEL APPLIANCES, AND A STYLISH HEXAGON BACKSPLASH. THE OPEN FLOOR PLAN FLOWS EFFORTLESSLY INTO THE SPACIOUS LIVING AND DINING AREAS, PERFECT FOR ENTERTAINING.

  Emelin Brown Realty of America, LLC

  822 N Lockwood Ave, Chicago, IL 60651
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  /9

  $253,000

  • 6 Beds
  • 2 Baths

  5633 S Ada St, Chicago, IL 60636

  Spacious 6 bedroom/2 bathroom 2 Flat in West Englewood! Both units feature large living room, separate dining room, oak cabinets in the kitchen, high ceilings, and a fenced-in yard. Washer & dryer hookups in each unit. Close to I-94/90, parks, public transportation, and stores. Bathrooms and kitchen updated. Fully rented. Each unit is responsible for paying for its heat and electricity.

  Cesar Hernandez Realty of America, LLC

  5633 S Ada St, Chicago, IL 60636
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  /4

  $350,000

  • 5 Beds
  • 2 Baths

  4838 W Fulton St, Chicago, IL 60644

  A once in a lifetime opportunity to gain wealth in an up and coming, stunning 3brd and 2brd apartments with laundry hook ups in basement, ample parking. Huge yard ! Close to expressways and train station. Basement is huge with ample to grow. Sold "as-is."

  Emelia Bedolla Beaulieu Real Estate

  4838 W Fulton St, Chicago, IL 60644
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  /14

  $254,900

  • 5 Beds
  • 2 Baths
  • 2,530 Sq Ft

  10740 S Avenue F, Chicago, IL 60617

  THIS EXPANDED BUNGALOW IS WAITING FOR A NEW FAMILY-2500+ SQ. FT-5 BEDROOMS AND 2 BATHS WITH A KITCHENETTE ON 2ND FLOOR-MAIN FLOOR FEATURES A FORMAL LIVING AND DINING ROOM-2 MAIN FLOOR BEDROOMS-UPATED KITCHEN HAS GRANITE COUNTERS AND NEW APPLIANCES,FULL BATH AND ACCESS TO ENCLOSED PORCH- THREE BEDROOMS ON 2ND FLOOR (5TH BEDROOM CURRENTLY A WALK-IN CLOSET)- 2ND FULL BATH-PROFESSIONALLY PAINTED

  Diane O'Connor Select a Fee RE System

  10740 S Avenue F, Chicago, IL 60617
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  /28

  $1,280,000

  • 6 Beds
  • 4 Baths

  1648 N Cleveland Ave, Chicago, IL 60614

  Four unit building located in the Lincoln Park/ Old Town area. Walking distance to North Ave beach, Lincoln Park zoo, theatres, restaurants and night life entertainment areas. Keep as rental units or redesign to single family. Own and live in one of the most exciting neighborhoods in the city.

  Gary Wydra Lasalle Assoc. Realtors Inc.

  1648 N Cleveland Ave, Chicago, IL 60614
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  /24

  $585,000

  • 9 Beds
  • 3 Baths

  4033 W Crystal St, Chicago, IL 60651

  Hot Humboldt Park Investment Opportunity! Welcome to this fully rehabbed, turnkey 2-flat with finished basement in the heart of Chicago's booming Humboldt Park neighborhood! This solid brick building boasts 9 bedrooms and 3 full bathrooms across three levels, offering flexibility for investors or savvy owner-occupants. Each unit has been updated with modern finishes, hardwood floors,

  Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  4033 W Crystal St, Chicago, IL 60651
• 

  

  /24

  $168,000

  • 6 Beds

  6352 S Evans Ave, Chicago, IL 60637

  Investor Special - 6352 S Evans Ave, Chicago! This spacious 2-story Victorian-style home is mid-rehab and ready for your finishing touches. The property has been studded out, offering a clean slate for an investor or experienced rehabber to complete the transformation. Classic curb appeal with turret and original charm intact. Located in an up-and-coming neighborhood with ongoing redevelopment.

  Arthur Weller eXp Realty

  6352 S Evans Ave, Chicago, IL 60637
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  /37

  $575,000

  • 8 Beds
  • 3 Baths

  3660 W Grenshaw St, Chicago, IL 60624

  Amazing TOTAL Gut rehab legal 3 unit building as per zoning certificate. Floorplan ammended for best modern and luxury living on each floor. Garden or ground floor with 2bedroooms. 1st and 2nd floor 3bedroom 1 bath units. Massive main bedroom suites. Amazing finishes and decor , central heating and cooling system . Easy access to expressway, short distance to downtown Chicago. Schedule a viewing

  Mikeita Huey Berkshire Hathaway HomeServices Chicago

  3660 W Grenshaw St, Chicago, IL 60624

Showing Results 641 - 680, Page 17 of 18